When upgrading VMware Tools in a Windows virtual machine running on VMC SDDC, you may experience VMware Tools upgrade failure with the following error message.
Error message in vCenter WebUI:
Error upgrading VMware Tools. vix error code = 21009
The following events are seen in vmware.log file
YYYY-MM-DDTXX:XX:XX.XXXX In(05) vcpu-1 - TOOLS INSTALL Error copying upgrader binary /usr/lib/vmware/isoimages/windows.iso::VMwareToolsUpgrader.exe (=> C:\Windows\TEMP\vmware-SYSTEM\VMwareToolsUpgrader.exe) into guest, HgfsStatus = 1.
YYYY-MM-DDTXX:XX:XX.XXXX In(05) vcpu-1 - ToolInstall: Removing tools upgrade timeout handler
YYYY-MM-DDTXX:XX:XX.XXXX In(05) vcpu-1 - TOOLS INSTALL entering IDLE state.
YYYY-MM-DDTXX:XX:XX.XXXX No(00) vcpu-1 - ConfigDB: Setting toolsInstallManager.updateCounter = "2"
YYYY-MM-DDTXX:XX:XX.XXXX In(05) vcpu-1 - VigorConfig: hash updated
YYYY-MM-DDTXX:XX:XX.XXXX No(00) vcpu-1 - ConfigDB: Setting extendedConfigFile = "<VM NAME>.vmxf"
YYYY-MM-DDTXX:XX:XX.XXXX No(00) vcpu-1 - ConfigDB: Setting toolsInstallManager.lastInstallError = "21009"
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VMware vCenter
VMware ESXi
This issue occurs due to missing "C:\Windows\Temp\vmware-SYSTEM" folder in the guest OS of the target virtual machine, During the upgrade process the installer copies some binaries and installation files to the above location and fails to do so as the folder is missing.
In order to resolve this, please verify if there are any automatic tasks or operations that delete folders under "C:\Windows\Temp\" within the guest OS.
Please reboot the target virtual machine and confirm that the "C:\Windows\Temp\vmware-SYSTEM" folder is re-generated. Once the folder is available, perform the upgrade again.